NPASS drugs

Drug Information

Drug ID:	NPD4865
Drug Name:	Axitinib
Molecular Formula:	C22H18N4OS
Canonical SMILES:	CN=C(c1ccccc1Sc1ccc2c(c1)n[nH]c2/C=C/c1ccccn1)O
Standard InCHI:	InChI=1S/C22H18N4OS/c1-23-22(27)18-7-2-3-8-21(18)28-16-10-11-17-19(25-26-20(17)14-16)12-9-15-6-4-5-13-24-15/h2-14H,1H3,(H,23,27)(H,25,26)/b12-9+
Standard InCHIKey:	RITAVMQDGBJQJZ-FMIVXFBMSA-N
Max Developmental Stage:	Approved
Max Developmental Stage Source:	TTD; ChEMBL; IUPHAR/BPS

Structural Similarity Between NPASS Natural Products and NPD4865

Similarity level is defined by Tanimoto coefficient (Tc) between two molecules. Tc lies between [0, 1] where '1' indicates the highest similarity. What is Tanimoto coefficient
Tanimoto coefficient is calculated based on PubChem 881-bit substructure fingerprints.

Range	Similarity Score Range
0-0.1	487
0.1-0.2	5231
0.2-0.3	11083
0.3-0.4	9978
0.4-0.5	1960
0.5-0.6	1368
0.6-0.7	743
0.7-0.8	40
0.8-0.85	0
0.85-0.9	0
0.9-0.95	0
0.95-1	0

Similar Natural Products

High Similarity Level: Tc>=0.85; Intermediate Similarity Level: 0.7 <= Tc < 0.85; Remote Similarity Level: 0.65 <= Tc < 0.7

Similarity Level	Similarity Score	Natural Product ID
Intermediate Similarity	0.7385	NPC216221
Intermediate Similarity	0.7385	NPC471579
Intermediate Similarity	0.7368	NPC131718
Intermediate Similarity	0.7339	NPC77022
Intermediate Similarity	0.7336	NPC193370
Intermediate Similarity	0.733	NPC272483
Intermediate Similarity	0.7304	NPC324149
Intermediate Similarity	0.729	NPC124636
Intermediate Similarity	0.725	NPC48938
Intermediate Similarity	0.7248	NPC149014
Intermediate Similarity	0.7225	NPC92796
Intermediate Similarity	0.7225	NPC135141
Intermediate Similarity	0.7222	NPC248454
Intermediate Similarity	0.7202	NPC102423
Intermediate Similarity	0.7202	NPC173344
Intermediate Similarity	0.7196	NPC469763
Intermediate Similarity	0.7196	NPC73952
Intermediate Similarity	0.7196	NPC25008
Intermediate Similarity	0.7196	NPC469765
Intermediate Similarity	0.7196	NPC469760
Intermediate Similarity	0.7196	NPC259644
Intermediate Similarity	0.7196	NPC469786
Intermediate Similarity	0.7178	NPC15102
Intermediate Similarity	0.717	NPC475070
Intermediate Similarity	0.7158	NPC75540
Intermediate Similarity	0.7158	NPC70922
Intermediate Similarity	0.7158	NPC80597
Intermediate Similarity	0.7158	NPC211572
Intermediate Similarity	0.7158	NPC212376
Intermediate Similarity	0.7157	NPC313791
Intermediate Similarity	0.715	NPC66699
Intermediate Similarity	0.7136	NPC59269
Intermediate Similarity	0.7103	NPC175916
Intermediate Similarity	0.7092	NPC63751
Intermediate Similarity	0.709	NPC24678
Intermediate Similarity	0.709	NPC105818
Intermediate Similarity	0.7079	NPC163055
Intermediate Similarity	0.7061	NPC180504
Intermediate Similarity	0.7031	NPC469785
Intermediate Similarity	0.7026	NPC311276
Remote Similarity	0.6995	NPC469762
Remote Similarity	0.6971	NPC99666
Remote Similarity	0.6968	NPC314372
Remote Similarity	0.6968	NPC159856
Remote Similarity	0.6963	NPC216713
Remote Similarity	0.6961	NPC284678
Remote Similarity	0.6954	NPC160105
Remote Similarity	0.6954	NPC474561
Remote Similarity	0.6954	NPC49954
Remote Similarity	0.693	NPC470500
Remote Similarity	0.693	NPC470505
Remote Similarity	0.6919	NPC201700
Remote Similarity	0.6897	NPC164228
Remote Similarity	0.6895	NPC471957
Remote Similarity	0.6893	NPC171171
Remote Similarity	0.6888	NPC282231
Remote Similarity	0.6887	NPC265576
Remote Similarity	0.6883	NPC24802
Remote Similarity	0.6881	NPC151939
Remote Similarity	0.6878	NPC204717
Remote Similarity	0.6875	NPC95783
Remote Similarity	0.6872	NPC474791
Remote Similarity	0.6872	NPC230869
Remote Similarity	0.6862	NPC190296
Remote Similarity	0.6856	NPC141353
Remote Similarity	0.6853	NPC317105
Remote Similarity	0.6849	NPC5145
Remote Similarity	0.6849	NPC147810
Remote Similarity	0.6845	NPC314002
Remote Similarity	0.684	NPC77555
Remote Similarity	0.6839	NPC325903
Remote Similarity	0.6837	NPC279918
Remote Similarity	0.6832	NPC203754
Remote Similarity	0.6832	NPC150048
Remote Similarity	0.6829	NPC220765
Remote Similarity	0.6823	NPC53947
Remote Similarity	0.6821	NPC129721
Remote Similarity	0.6816	NPC476041
Remote Similarity	0.6816	NPC314603
Remote Similarity	0.6816	NPC304926
Remote Similarity	0.68	NPC194411
Remote Similarity	0.6798	NPC184964
Remote Similarity	0.678	NPC233936
Remote Similarity	0.678	NPC39092
Remote Similarity	0.6776	NPC476167
Remote Similarity	0.6774	NPC285558
Remote Similarity	0.6768	NPC40779
Remote Similarity	0.6768	NPC476118
Remote Similarity	0.6768	NPC194640
Remote Similarity	0.6765	NPC215795
Remote Similarity	0.6765	NPC176199
Remote Similarity	0.6754	NPC288838
Remote Similarity	0.6751	NPC44773
Remote Similarity	0.6751	NPC215584
Remote Similarity	0.6746	NPC321708
Remote Similarity	0.6744	NPC106771
Remote Similarity	0.6744	NPC205254
Remote Similarity	0.6744	NPC303820
Remote Similarity	0.6744	NPC23420
Remote Similarity	0.6732	NPC300688
Remote Similarity	0.6731	NPC94752
Remote Similarity	0.6729	NPC474916
Remote Similarity	0.6729	NPC131887
Remote Similarity	0.6729	NPC192315
Remote Similarity	0.6725	NPC60006
Remote Similarity	0.6719	NPC201380
Remote Similarity	0.6719	NPC179787
Remote Similarity	0.6716	NPC96890
Remote Similarity	0.6714	NPC472193
Remote Similarity	0.6713	NPC475935
Remote Similarity	0.6713	NPC94211
Remote Similarity	0.6713	NPC52909
Remote Similarity	0.6711	NPC130570
Remote Similarity	0.6701	NPC470823
Remote Similarity	0.6701	NPC470233
Remote Similarity	0.67	NPC54988
Remote Similarity	0.67	NPC275305
Remote Similarity	0.67	NPC37423
Remote Similarity	0.6699	NPC46580
Remote Similarity	0.6684	NPC321911
Remote Similarity	0.6683	NPC97367
Remote Similarity	0.6683	NPC213468
Remote Similarity	0.6682	NPC477610
Remote Similarity	0.6682	NPC193761
Remote Similarity	0.6682	NPC477111
Remote Similarity	0.6682	NPC227582
Remote Similarity	0.6682	NPC314957
Remote Similarity	0.6681	NPC245348
Remote Similarity	0.6667	NPC317430
Remote Similarity	0.6667	NPC469761
Remote Similarity	0.6667	NPC200214
Remote Similarity	0.6667	NPC475288
Remote Similarity	0.6667	NPC63545
Remote Similarity	0.6667	NPC469780
Remote Similarity	0.6667	NPC469784
Remote Similarity	0.6667	NPC469779
Remote Similarity	0.6667	NPC469767
Remote Similarity	0.6667	NPC469783
Remote Similarity	0.6667	NPC469768
Remote Similarity	0.6653	NPC470504
Remote Similarity	0.6652	NPC153467
Remote Similarity	0.665	NPC216643
Remote Similarity	0.6637	NPC75726
Remote Similarity	0.6637	NPC31385
Remote Similarity	0.6637	NPC110602
Remote Similarity	0.6636	NPC242209
Remote Similarity	0.6636	NPC469308
Remote Similarity	0.6636	NPC473362
Remote Similarity	0.6636	NPC166492
Remote Similarity	0.6635	NPC472294
Remote Similarity	0.6634	NPC91895
Remote Similarity	0.6634	NPC68354
Remote Similarity	0.6632	NPC469766
Remote Similarity	0.6632	NPC469811
Remote Similarity	0.662	NPC329541
Remote Similarity	0.6619	NPC317030
Remote Similarity	0.6618	NPC469938
Remote Similarity	0.6618	NPC189812
Remote Similarity	0.6618	NPC329688
Remote Similarity	0.6617	NPC49217
Remote Similarity	0.6616	NPC56765
Remote Similarity	0.6614	NPC73767
Remote Similarity	0.6614	NPC110126
Remote Similarity	0.6608	NPC193267
Remote Similarity	0.6608	NPC213530
Remote Similarity	0.6602	NPC42979
Remote Similarity	0.6601	NPC470498
Remote Similarity	0.6601	NPC158129
Remote Similarity	0.6598	NPC288445
Remote Similarity	0.6598	NPC37548
Remote Similarity	0.6596	NPC84911
Remote Similarity	0.6596	NPC251722
Remote Similarity	0.6596	NPC105127
Remote Similarity	0.6596	NPC314102
Remote Similarity	0.6593	NPC27041
Remote Similarity	0.6592	NPC208284
Remote Similarity	0.6591	NPC477113
Remote Similarity	0.659	NPC252338
Remote Similarity	0.6589	NPC133366
Remote Similarity	0.6588	NPC103119
Remote Similarity	0.6588	NPC255909
Remote Similarity	0.6585	NPC280852
Remote Similarity	0.6585	NPC224764
Remote Similarity	0.6574	NPC212213
Remote Similarity	0.6571	NPC62749
Remote Similarity	0.6571	NPC474707
Remote Similarity	0.6569	NPC34508
Remote Similarity	0.6566	NPC236711
Remote Similarity	0.6564	NPC40070
Remote Similarity	0.6561	NPC323927
Remote Similarity	0.6552	NPC314940
Remote Similarity	0.6552	NPC473764
Remote Similarity	0.655	NPC124542
Remote Similarity	0.655	NPC470203
Remote Similarity	0.655	NPC471177
Remote Similarity	0.655	NPC59779
Remote Similarity	0.6547	NPC167860
Remote Similarity	0.6547	NPC123976
Remote Similarity	0.6546	NPC470111
Remote Similarity	0.6543	NPC29886

Drug Structure

NPD4865 OpenBabel08211706322D 30 33 0 0 0 0 0 0 0 0999 V2000 1.9400 3.9781 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 4.5380 1.4781 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 3.6720 0.9781 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -5.3138 1.6407 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -5.9830 0.8975 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -4.3357 1.4328 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 4.5380 2.4781 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 2.8060 1.4781 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -3.0485 0.2738 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 0.2079 2.9781 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -0.6581 2.4781 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -2.3794 1.0169 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -5.6740 -0.0535 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 1.0739 1.4781 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -4.0267 0.4817 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 1.0739 2.4781 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -0.6581 1.4781 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 3.6720 2.9781 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 -1.4013 0.8090 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 0.2079 0.9781 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 2.8060 2.4781 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 3.6720 3.9781 0.0000 C 0 0 0 0 0 0 0 0 0 0 0 0 2.8060 4.4781 0.0000 N 0 0 0 0 0 0 0 0 0 0 0 0 -4.6958 -0.2614 0.0000 N 0 0 0 0 0 0 0 0 0 0 0 0 -0.9945 -0.1045 0.0000 N 0 0 0 0 0 0 0 0 0 0 0 0 0.0000 0.0000 0.0000 N 0 0 0 0 0 0 0 0 0 0 0 0 4.5380 4.4781 0.0000 O 0 0 0 0 0 0 0 0 0 0 0 0 1.9400 2.9781 0.0000 S 0 0 0 0 0 0 0 0 0 0 0 0 -1.4945 -0.9706 0.0000 H 0 0 0 0 0 0 0 0 0 0 0 0 5.4041 3.9781 0.0000 H 0 0 0 0 0 0 0 0 0 0 0 0 1 23 1 0 0 0 0 2 3 2 0 0 0 0 2 7 1 0 0 0 0 3 8 1 0 0 0 0 4 5 2 0 0 0 0 4 6 1 0 0 0 0 5 13 1 0 0 0 0 6 15 2 0 0 0 0 7 18 2 0 0 0 0 8 21 2 0 0 0 0 9 12 2 0 0 0 0 9 15 1 0 0 0 0 10 11 2 0 0 0 0 10 16 1 0 0 0 0 11 17 1 0 0 0 0 12 19 1 0 0 0 0 13 24 2 0 0 0 0 14 16 2 0 0 0 0 14 20 1 0 0 0 0 15 24 1 0 0 0 0 16 28 1 0 0 0 0 17 19 2 0 0 0 0 17 20 1 0 0 0 0 18 21 1 0 0 0 0 18 22 1 0 0 0 0 19 25 1 0 0 0 0 20 26 2 0 0 0 0 21 28 1 0 0 0 0 22 23 2 3 0 0 0 22 27 1 0 0 0 0 25 26 1 0 0 0 0 25 29 1 0 0 0 0 27 30 1 0 0 0 0 M END $$$$

External Identifiers

TTD	DCL000353
DrugBank	DB06626
ChEMBL	CHEMBL1289926
IUPHAR/BPS	5659
PharmaGKB	PA164924493
KEGG Drug	D03218
PubChem CID	6450551
ChEBI	66910
CAS Number	319460-85-0

Drug Properties

Molecular Weight	386.12
ALogP	0.3224
MLogP	3.22
XLogP	6.355
HDA	5
HBD	2
Rotatable Bonds	7
TPSA	99.46
RO5 Violation	1